40) For a reaction between a thiolate anion and 1-Chloropropane, why is SN2 more favoured than E2 reaction at normal room temperatures? a. Because it yields Zaitsev's product which is more stable then the substituted product. b. Because the substituted product has a stable intermediate. c. Because it takes less amount of energy spent to undergo a nucleophilic attack towards the partially positive alpha carbon and eliminate the leaving group; than to abstract an anti-periplanar proton and form a double bond after the leaving group departs. d. Because the leaving groups of alkyl halides in an SN2 reaction are better leaving groups than E2 substrate leaving groups; thus, less energy is required for SN2 to occur. e. Because it takes less amount of energy spent for a good nucleophile to attack the alpha carbon and eliminate the leaving group than for a weak base to abstract an anti-periplanar proton and form a double bond after eliminating the leaving group. f. Both C & E.

40) For a reaction between a thiolate anion and 1-Chloropropane, why is SN2 more favoured than E2 reaction at normal room temperatures? a. Because it yields Zaitsev's product which is more stable then the substituted product. b. Because the substituted product has a stable intermediate. c. Because it takes less amount of energy spent to undergo a nucleophilic attack towards the partially positive alpha carbon and eliminate the leaving group; than to abstract an anti-periplanar proton and form a double bond after the leaving group departs. d. Because the leaving groups of alkyl halides in an SN2 reaction are better leaving groups than E2 substrate leaving groups; thus, less energy is required for SN2 to occur. e. Because it takes less amount of energy spent for a good nucleophile to attack the alpha carbon and eliminate the leaving group than for a weak base to abstract an anti-periplanar proton and form a double bond after eliminating the leaving group. f. Both C & E.

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

Chapter25: Enolate & Enol Nucleophiles

Section: Chapter Questions

Problem 11CTQ

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